!['The Bachelorette' Season 21 star Jenn Tran in a red dress holding red roses and looking over her shoulder while smiling](https://www.cheatsheet.com/wp-content/uploads/2024/07/The-Bachelorette-Season-21-Jenn-Tran-1.webp)
Who Is Jenn Tran’s Ex, and Why Did They Break Up? He Arrives in ‘The Bachelorette’ Season 21
The Bachelorette Season 21 Episode 4 continues with Jenn Tran and her men in Auckland, New Zealand. Jenn chooses two men to go on one-on-one dates in the new country, and the other 10 men head out on a group date. The trailers for the episode hint that someone from Jenn’s past arrives — and it’s her ex-boyfriend. So, who is Jenn’s ex, and why did they break up in the first place? Here’s what to know.
[Spoiler alert: The Bachelorette Season 21 Episode 4 spoilers ahead.]
Who is Jenn Tran’s ex-boyfriend, Matthew Rossi, and why did they break up?
The Bachelorette Season 21 Episode 4 shows Jenn Tran falling for a few of the men in her season. She has strong feelings for several of her contestants, and they’re putting their all into winning her heart. However, they’re not the only ones hoping to have a relationship with Jenn. Previews allude that Jenn’s ex, Matthew Rossi, arrives on the show unexpectedly.
So, who is Matthew? He’s a digital creator living in Boston who dated Jenn years ago and broke her heart. His Instagram shows that he loves to work out and adores his dog.
Jenn talked about Matthew indirectly in videos she posted to social media. In one TikTok, she referenced him as “Weiner Boy” because of his dachshund and explained why they broke up.
In the TikTok, Jenn says she was “head over heels” in love with “Weiner Boy” and hoped to marry him, but he dumped her three months into their relationship. This devastated Jenn, and in the wake of the breakup, she had a friend ask her if she wanted to head to Miami, Florida. Jenn went on the vacation and loved the warm city. She later applied to 10 physician assistant schools and got into the one in Miami, thus making her choice easy.
“If I never dated Wiener Boy in the first place, if Weiner Boy never broke my heart so badly that I wanted to go to Miami, if I never had gone to Miami, I would’ve never applied to school in Miami,” Jenn said. “And if I never applied to school in Miami, I would have never gotten into PA school, and I wouldn’t be in PA school right now.”
Matthew Rossi explained why he broke up with Jenn Tran
!['The Bachelorette' Season 21 cast standing with Jenn Tran](https://www.cheatsheet.com/wp-content/uploads/2024/07/The-Bachelorette-Season-21-cast.webp?strip=all&quality=80)
Matthew Rossi hasn’t been shy about discussing his relationship with The Bachelorette Season 21 lead, Jenn Tran. He posted a TikTok explaining why he broke up with Jenn and used his dog to tell the story.
In the TikTok, he says he was a “24-year-old f***boy living in Boston with his three best friends.” As coronavirus (COVID-19) restrictions were ending, he was “painfully single” and went on Hinge and met Jenn. Matthew calls her “cute” and “sweet” in the clip and also mentions that Jenn was “totally out of his league.”
“Things started to heat up and got pretty serious, and Jenn was ready to settle down,” but Matthew didn’t want to yet. Matthew and Jenn stayed friends through the years. At the end of the TikTok, Matthew jokes that he now uses his ex “for clout.”
Matthew spends the last few seconds of the clip whispering into the camera and asking Jenn to give him another chance.
Does she keep her ex around?
Previews for The Bachelorette Season 21 Episode 4 show Jenn Tran’s ex arriving on the show. Jenn doesn’t expect it, as she sounds shocked to see Matthew Rossi appear.
So, does she allow him to stay? It doesn’t look like Jenn rekindles her flame with Matthew. During the preview, she says she “can’t do this,” and spoilers for the season note that she doesn’t choose to go forward with Matthew. She also doesn’t end up with her ex at the end of the show.
The Bachelorette Season 21 airs on Mondays at 8 p.m. ET on ABC.